Abstract
Abstract The proton exchange processes in the trifluoroacetates of the title compound were detected by the NMR method: whereas the free energy of activation for the exchange process in the ap rotamer in CDCl3 was 16.4 kcal/mol at 298 K, that in THF-ds was 13.7 kcal/mol. In contrast, the sp rotamer exhibited the free energy of activation for the same process of 14.1 and 13.4 kcal/mol in CDCl3 and THF-d8, respectively. The presence of NH-π interactions in the ap rotamer and the absence of it in the sp are concluded to be responsible to the difference in CDCl3.
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